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Julia–Kocienski Reaction-Based 1,3-Diene Synthesis: Aldehyde-Dependent (E,E/E,Z)-Selectivity

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journal contribution
posted on 20.07.2012, 00:00 by François Billard, Raphaël Robiette, Jiří Pospíšil
A new modification of Julia–Kocienski olefination reaction based on the use of cation-specific chelating agents that yields 1,3-dienes with predictable (E/Z)-selectivity on newly created double bond was developed. The influence of the aldehyde structure on reaction (E/Z) selectivity is discussed and rationalized.